CN104093475A - 用于从气体混合物中吸收co2的方法和吸收介质 - Google Patents
用于从气体混合物中吸收co2的方法和吸收介质 Download PDFInfo
- Publication number
- CN104093475A CN104093475A CN201280067833.9A CN201280067833A CN104093475A CN 104093475 A CN104093475 A CN 104093475A CN 201280067833 A CN201280067833 A CN 201280067833A CN 104093475 A CN104093475 A CN 104093475A
- Authority
- CN
- China
- Prior art keywords
- absorbing medium
- formula
- amino
- absorbing
- saleratus
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000010521 absorption reaction Methods 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims description 46
- -1 amino acid salts Chemical class 0.000 claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 238000003795 desorption Methods 0.000 claims abstract description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 81
- 239000007789 gas Substances 0.000 claims description 41
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 31
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical group [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 24
- 229940072033 potash Drugs 0.000 claims description 24
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 24
- 235000015320 potassium carbonate Nutrition 0.000 claims description 24
- 239000004471 Glycine Substances 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 18
- 239000003054 catalyst Substances 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 238000005984 hydrogenation reaction Methods 0.000 claims description 14
- 150000002576 ketones Chemical class 0.000 claims description 14
- HEPOIJKOXBKKNJ-UHFFFAOYSA-N 2-(propan-2-ylazaniumyl)acetate Chemical group CC(C)NCC(O)=O HEPOIJKOXBKKNJ-UHFFFAOYSA-N 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 12
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 10
- 229910001414 potassium ion Inorganic materials 0.000 claims description 10
- 238000006268 reductive amination reaction Methods 0.000 claims description 9
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
- 239000011591 potassium Substances 0.000 claims description 8
- 229910052700 potassium Inorganic materials 0.000 claims description 8
- 238000006722 reduction reaction Methods 0.000 claims description 7
- 230000000630 rising effect Effects 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 238000005576 amination reaction Methods 0.000 claims description 5
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 239000003345 natural gas Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 64
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 14
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- DXDTUQXKMVJYAM-UHFFFAOYSA-N 2-aminoacetic acid;potassium Chemical compound [K].NCC(O)=O DXDTUQXKMVJYAM-UHFFFAOYSA-N 0.000 description 4
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 230000001351 cycling effect Effects 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- IVCQRTJVLJXKKJ-UHFFFAOYSA-N 2-(butan-2-ylazaniumyl)acetate Chemical compound CCC(C)NCC(O)=O IVCQRTJVLJXKKJ-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- KXEOCGUYDDDYEF-DFWYDOINSA-N [K].CN[C@@H](C)C(O)=O Chemical compound [K].CN[C@@H](C)C(O)=O KXEOCGUYDDDYEF-DFWYDOINSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- LCEDQNDDFOCWGG-UHFFFAOYSA-N morpholine-4-carbaldehyde Chemical compound O=CN1CCOCC1 LCEDQNDDFOCWGG-UHFFFAOYSA-N 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 238000003828 vacuum filtration Methods 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 125000003047 N-acetyl group Chemical group 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 235000011116 calcium hydroxide Nutrition 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 238000006477 desulfuration reaction Methods 0.000 description 1
- 230000023556 desulfurization Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 239000004247 glycine and its sodium salt Substances 0.000 description 1
- 238000007210 heterogeneous catalysis Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 229940029258 sodium glycinate Drugs 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000005144 thermotropism Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/34—Chemical or biological purification of waste gases
- B01D53/46—Removing components of defined structure
- B01D53/62—Carbon oxides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20494—Amino acids, their salts or derivatives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2258/00—Sources of waste gases
- B01D2258/02—Other waste gases
- B01D2258/0233—Other waste gases from cement factories
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2258/00—Sources of waste gases
- B01D2258/02—Other waste gases
- B01D2258/025—Other waste gases from metallurgy plants
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2258/00—Sources of waste gases
- B01D2258/02—Other waste gases
- B01D2258/0283—Flue gases
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2258/00—Sources of waste gases
- B01D2258/05—Biogas
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Analytical Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Environmental & Geological Engineering (AREA)
- Gas Separation By Absorption (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treating Waste Gases (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Carbon And Carbon Compounds (AREA)
Abstract
通过将气体混合物与吸收介质接触而从气体混合物中吸收CO2,所述吸收介质包含水和5~50重量%的式R1R2CHNHCH2COOK的氨基酸盐,其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子,所述吸收能够在吸收和解吸的循环操作中实现相对于单位重量高的CO2吸收容量。
Description
本发明涉及一种用于从气体混合物中吸收CO2的方法和吸收介质。
许多工业和化学操作产生具有不需要的CO2的气流,必须减小CO2的量以进一步处理,用于运输或为了避免CO2排放。
在工业规模上,碳酸钾水溶液或链烷醇胺水溶液通常用作从气体混合物吸收CO2的吸收介质。加载的吸收介质通过加热、减压到较低的压力、或汽提来再生,CO2被解吸。在再生操作后,吸收介质可以再次使用。这些技术描述于例如Kohl,A.L.;Nielsen,R.B.,“Gas Purification”,第五版,GulfPublishing,Houston1997。
使用链烷醇胺水溶液作为吸收介质的技术的缺点在于,通过吸收去除CO2和随后的解吸需要相对大量的能量,并且链烷醇胺是挥发性的,这可能必须从吸收之后的气体中去除链烷醇胺,以减小胺的损失,并避免排放对环境有害的物质。
使用碳酸钾水溶液作为吸收介质的技术的缺点在于,吸收到吸收介质中的CO2少,并且在吸收和解吸的循环中,吸收介质的容量(简称为CO2吸收)低。
从大约1935年开始,N-甲基丙氨酸钾和N,N-二甲基甘氨酸钾的水溶液以商品名Alkazid M和Alkazid DIK被用于从气流吸收CO2和H2S,但是,现在在工业上很少使用。在CO2吸收期间,N,N-二甲基甘氨酸钾的水溶液显示CO2吸收入吸收介质的速度太慢。对于CO2吸收,N-甲基丙氨酸钾已被链烷醇胺取代,链烷醇胺比较容易制备。
公开说明书DE2123773提出了向碳酸钾水溶液中加入2~5重量%的作为活化剂的N-烷基氨基酸,从而促进CO2的质量传递。N-异丙基甘氨酸被提及作为适合于该目的的N-烷基氨基酸。US4405586描述了N-仲丁基-甘氨酸作为用于同一目的的合适的活化剂。US4094957另外描述了至少一种空间位阻胺和氨基酸的混合物作为添加剂,US4405579另外描述了空间位阻的单取代的α-氨基酸和叔α-氨基酸的混合物作为添加剂。
当使用碳酸钾水溶液时,加入氨基酸盐作为活化剂可以提高吸收率,但CO2吸收低的缺点仍然存在,从而导致吸收介质的高质量流,因此,在解吸CO2时为了加热吸收介质而消耗高能量。
EP0079767A2描述了通过在碳负载钯(palladium-on-carbon)作为氢化催化剂的存在下,在水溶液中用甘氨酸和氢气还原性胺化丙酮,制备N-异丙基甘氨酸。
EP0187130描述了通过在碳负载钯作为氢化催化剂的存在下,在水溶液中用异丙胺和氢气还原性胺化乙醛酸,制备N-异丙基甘氨酸。
JP2002-047258描述了用氢氧化钠水溶液水解N-异丙基甘氨酸腈以形成N-异丙基甘氨酸钠,并随后用酸性离子交换剂中和,从而制备N-异丙基甘氨酸。
现在已经发现,对于从气体混合物吸收CO2,与已知的Alkazid M和Alkazid DIK吸收介质相比,使用包含水和5~50重量%的式R1R2CHNHCH2COOK(其中R1和R2是正烷基基团,一起具有2~4个碳原子)的氨基酸盐的吸收介质,提供了技术上用途更广泛的以下性能的组合:在循环操作中高重量基CO2吸收容量、CO2快速吸收入吸收介质、以及吸收介质的简单且无浪费的可制备性。
因此,本发明提供了用于通过将气体混合物与吸收介质接触,从而从所述气体混合物吸收CO2的方法,所述吸收介质包含水和5~50重量%的式(I)的氨基酸盐
(I)R1R2CHNHCH2COOK
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子。
此外,本发明提供了本发明的方法中使用的吸收介质,以及用于制备本发明的吸收介质的方法,其具有以下步骤:
a)在固体氢化催化剂的存在下,在水溶液中用甘氨酸和氢气还原性胺化至少一种式(II)的酮,以形成N-烷基甘氨酸,
(II)R1R2C=O
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子,
b)从步骤a)得到的混合物中去除氢化催化剂,和
c)向步骤b)得到的混合物中加入氢氧化钾、碳酸钾或碳酸氢钾。
在用于吸收CO2的本发明的方法中,所述吸收介质包含5~50重量%的式(I)的氨基酸盐,式(I)的氨基酸盐优选为10~48重量%,更优选为15~45重量%。进一步优选地,所述吸收介质包含20~45重量%,更特别是35~45重量%的式(I)的氨基酸盐。通过使用在这些数量范围内的式(I)的氨基酸盐,可以实现每单位重量的高CO2吸收,即在吸收和解吸的循环操作中高重量基CO2吸收容量。同时,也能够实现CO2快速吸收入吸收介质中,并且,CO2吸收入吸收介质中后,气体混合物不含吸收介质中的对环境有害的成分。
式(I)的合适的氨基酸盐包括N-异丙基甘氨酸钾(R1,R2=甲基)、N-(仲丁基)甘氨酸钾(R1=乙基,R2=甲基)、N-(2-戊基)甘氨酸钾(R1=正丙基,R2=甲基)和N-(3-戊基)甘氨酸钾(R1,R2=乙基),以及这些化合物的混合物。吸收介质中的式(I)的氨基酸盐优选包括超过90重量%的N-异丙基甘氨酸钾。N-异丙基甘氨酸和N-异丙基甘氨酸钾的高溶解度使得本发明的方法能够以高CO2吸收操作,而不沉淀氨基酸或氨基酸盐。
在用于吸收CO2的本发明的方法中,除了式(I)的氨基酸盐,所述吸收介质优选还包含碳酸钾和/或碳酸氢钾。优选选择碳酸钾和/或碳酸氢钾的含量,使得碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比在0.01~0.5的范围内。更优选地,所述摩尔比在0.01~0.1的范围内。碳酸钾和/或碳酸氢钾,以及式(I)的氨基酸盐的存在,确保气体混合物的任何氮氧化物和/或二氧化硫污染对于吸收介质的CO2吸收没有有害影响,因为这些杂质在吸收入吸收介质中之后被碳酸钾和/或碳酸氢钾分别转换成硝酸钾和硫酸钾,不会减少式(I)的氨基酸盐的量。
在用于吸收CO2的本发明的方法中,所述吸收介质优选包含至少40重量%的水。除了水和式(I)的氨基酸盐,所述吸收介质可以进一步包含一种或多种物理溶剂。在这种情况下,物理溶剂的比例可高达20重量%。合适的物理溶剂包括环丁砜、脂肪酸酰胺类,如N-甲酰基吗啉、N-乙酰基吗啉,N-烷基吡咯烷酮,特别是N-甲基-2-吡咯烷酮或N-烷基哌啶酮,以及二甘醇、三甘醇、聚乙二醇和它们的烷基醚,特别是二甘醇单丁醚。然而,优选地,所述吸收介质中不含物理溶剂。
所述吸收介质可以另外包含添加剂,如腐蚀抑制剂、润湿促进添加剂和消泡剂。
本领域技术人员已知的用于使用链烷醇胺吸收CO2的合适的腐蚀抑制剂的任何化合物都可以用作本发明的吸收介质中的腐蚀抑制剂,特别是US4714597中描述的腐蚀抑制剂。
由WO2010/089257第11页第18行至第13页第7行已知的阳离子表面活性剂、两性离子表面活性剂和非离子表面活性剂优选用作润湿促进添加剂。
本领域技术人员已知的用于使用链烷醇胺吸收CO2的合适的消泡剂的所有的化合物可以用作吸收介质中的消泡剂。
在用于吸收CO2的本发明的方法中,所述气体混合物可以为天然气、从发酵、堆肥或污水处理厂得到的含甲烷生物气、燃烧废气、煅烧反应如石灰燃烧或生产水泥的废气、从用于生产铁的高炉操作产生的残留气体、或由化学反应产生的气体混合物,例如,含有一氧化碳和氢气的合成气,或来自蒸汽重整制氢过程的反应气体。所述气体混合物优选是燃烧废气、天然气或生物气,更优选为燃烧废气,例如来自电厂。
除CO2之外,所述气体混合物可以含有其他酸性气体,例如COS、H2S、CH3SH或SO2。在一个优选实施方案中,除CO2之外,所述气体混合物含有H2S。在另一个优选实施方案中,除CO2之外,所述气体混合物包含氮氧化物和/或SO2。燃烧废气优选预先脱硫,即在进行本发明的吸收方法之前,使用现有技术中已知的脱硫方法除尽所述气体混合物中的SO2,优选通过使用石灰乳的气体洗涤。
在与吸收介质接触之前,所述气体混合物中的CO2含量优选在0.1~50体积%的范围内,特别优选在1~20体积%的范围内,最优选在8~20体积%的范围内。
除CO2之外,所述气体混合物可以含有氧气,氧气的比例优选为0.1~25体积%,特别优选地,氧气的比例为0.1~10体积%。
对于用于吸收CO2的本发明的方法,适于使气相与液相接触的所有设备都可用于使气体混合物与吸收介质接触。优选地,使用从现有技术已知的吸收塔或气体洗涤器,例如膜接触器、径向流洗涤器、喷射洗涤器、文丘里洗涤器、旋转喷雾洗涤器、随机填料塔(random packing columns)、有序填料塔或板式塔。特别优选地,使用逆流流动模式的吸收塔。
在用于吸收CO2的本发明的方法中,所述吸收优选地在吸收介质在0~80℃的温度范围内进行,更优选地为20~70℃。当使用逆流流动模式的吸收塔,在进入吸收塔时,吸收介质的温度更优选为30~60℃,在离开吸收塔时的温度为35~70℃。
优选在CO2的初始分压在0.01~4巴下,使含有CO2的气体混合物与吸收介质接触。更优选地,所述气体混合物中CO2的初始分压为0.05~3巴。所述气体混合物的总压力优选在0.8~50巴的范围内,更优选为0.9~30巴。
在用于吸收CO2的本发明的方法的一个优选实施方案中,通过升高温度和/或降低压力将吸收到吸收介质中的CO2解吸,并且解吸CO2后的吸收介质再次用于吸收CO2。优选通过升高温度进行解吸。通过吸收和解吸的这种循环操作,可以从气体混合物中完全或部分分离CO2,并且CO2与气体混合物中的其他组分分别得到。
作为升高温度或降低压力的替代方案,或者说除了升高温度和/或降低压力,也可以借助于惰性气体,例如空气或氮气,汽提负载有CO2的吸收介质。
如果在解吸CO2时,水也从吸收介质中除去,根据需要,可以在吸收介质再次用于吸收之前向吸收介质中加水。
从现有技术中已知的用于从液体解吸气体的所有设备可用于所述解吸。解吸优选在解吸塔中进行。可选地,CO2的解吸也可以在一个或多个闪蒸阶段中进行。
解吸优选在50~200℃的温度范围内进行。在通过升高温度进行解吸中,CO2的解吸优选在吸收介质中的温度在50~180℃的范围内进行,更优选为80~150℃。解吸期间的温度优选高于吸收期间的温度至少20℃,更优选至少30℃。在通过升高温度进行解吸中,优选用蒸汽进行汽提,所述蒸汽由蒸发一部分吸收介质而产生。
在通过降低压力进行解吸中,解吸优选在0.01~10巴范围内的压力下进行。
在用于吸收CO2的本发明的方法的一个优选实施方案中,通过在解吸塔中用惰性气体如空气或氮气汽提来进行解吸。解吸塔中的汽提优选在吸收介质的温度在60~100℃的范围内进行。汽提使得在用低能量消耗解吸之后能够实现吸收介质中的低CO2残余含量。
在用于吸收CO2的本发明的方法的一个特别优选的实施方案中,重复数次吸收和解吸的步骤。所述吸收介质还包含碳酸钾和/或碳酸氢钾,并且通过加入氢氧化钾、碳酸钾或碳酸氢钾,使碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比保持在0.01~0.5的范围内。通过加入氢氧化钾,所述摩尔比优选保持在0.01~0.5的范围内,更优选保持在0.01~0.1的范围内。通过这样加入氢氧化钾、碳酸钾或碳酸氢钾,在包括氮氧化物和/或二氧化硫作为杂质的气体混合物吸收CO2期间,可以防止吸收介质中的CO2吸收减少,甚至经过长时间的循环操作防止吸收介质中的CO2吸收减少。
用于从气体混合物中吸收CO2的本发明的吸收介质包含水和5~50重量%的下式的氨基酸盐
(I)R1R2CHNHCH2COOK
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子。本发明的吸收介质优选具有如上对于用于吸收CO2的本发明的方法的优选实施方案中的吸收介质所述的组成。
用于制备吸收介质的本发明的方法包括第一步骤a)用甘氨酸和氢气还原性胺化至少一种式R1R2C=O的酮,其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子。合适的式R1R2C=O的酮是丙酮、2-丁酮、2-戊酮和3-戊酮,以及这些化合物的混合物。优选采用的式R1R2C=O的酮是丙酮。所述还原性胺化优选在固体氢化催化剂的存在下在水溶液中进行。还原性胺化的产物至少是式R1R2CHNHCH2COOH的N-烷基甘氨酸。用丙酮作为式R1R2C=O的酮,还原性胺化的产物是N-异丙基甘氨酸。
还原性胺化优选在水溶液中进行,除了甘氨酸和式R1R2C=O的酮,所述水溶液不含其他有机溶剂。
所有本领域技术人员已知的适合用于酮的还原性胺化的非均相催化剂都可用作所述固体氢化催化剂。优选使用包含负载在载体材料上的钯的固体氢化催化剂,更优选钯负载在活性炭载体上。
还原性胺化优选在0~150℃的温度范围内进行,更优选为40~100℃。还原性胺化上的氢气分压优选保持在1~30巴的范围内,更优选为4~15巴。
在用于制备吸收介质的本发明的方法的一个优选实施方案中,在还原性胺化步骤中加入氢气之前,将甘氨酸和式R1R2C=O的酮的水溶液的pH调节到6~10的范围内的水平,优选为8~9。
在步骤a)之后,本发明的用于制备吸收介质的方法包括第二步骤b),其中,从步骤a)得到的混合物中去除氢化催化剂。可以使用本领域技术人员公知的用于固/液分离的任何技术来去除氢化催化剂,例如过滤或离心。优选通过过滤除去氢化催化剂。除去的氢化催化剂可以在该方法的步骤a)中重新使用。
用于制备吸收介质的本发明方法的步骤a)和b)还可以以固定床催化剂上的连续反应的形式彼此组合,其中在氢的存在下,使甘氨酸和式R1R2C的酮的水溶液通过固定床,所述固定床包括固定床催化剂形式的氢化催化剂,在离开固定床时,通过液体反应混合物实现步骤b)中的固/液分离。
在步骤b)之后,用于制备吸收介质的本发明方法包括第三步骤c),其中向第二步骤中得到的无催化剂的混合物中加入氢氧化钾、碳酸钾或碳酸氢钾。优选加入氢氧化钾。氢氧化钾、碳酸钾或碳酸氢钾优选以相对于步骤a)中得到的N-烷基甘氨酸摩尔过量的量加入,以将所有的N-烷基甘氨酸转化成相应的N-烷基甘氨酸钾。特别优选地,加入氢氧化钾、碳酸钾或碳酸氢钾,直至氢氧化钾、碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比在0.01~0.5的范围内。
在步骤b)或步骤c)之后,任选地,优选通过蒸馏从得到的水溶液中除去水,以根据需要调节在步骤c中得到的溶液中的式(I)的氨基酸盐的浓度,从而用作用于吸收CO2的本发明方法中的吸收介质。在这种情况下,式R1R2C=O的未反应的酮也可与水一起除去。
利用制备吸收介质的本发明的方法,可以由容易获得的原料以简单的方式大量制备本发明的吸收介质。该方法可以不经纯化步骤而进行,而且几乎不形成废弃物,并且只需要少量的装置。在步骤c)中获得的溶液不用进一步纯化就可作为用于吸收CO2的本发明方法中的吸收介质。
下面的实施例说明本发明,但不限制本发明的主题。
实施例
实施例1
N-异丙基甘氨酸钾水溶液的制备
将37.52克甘氨酸溶解于500毫升水和147毫升丙酮的混合物中。然后通过加入1.49克85重量%的氢氧化钾,将上述溶液的pH调节至8.5的值。加入10克5重量%的活性碳负载的钯(含水50重量%),注入氢气至6巴,在6巴恒定氢气压力下,在55℃下将混合物搅拌14小时。随后通过真空过滤除去催化剂。所得溶液的1H NMR谱表明甘氨酸的反应产物N-异丙基甘氨酸和N,N-二异丙基甘氨酸的摩尔比为50:1。在旋转蒸发器上将溶液浓缩至约100毫升。然后加入31.6克的85重量%氢氧化钾,用水补充混合物达到222克。
实施例2
N-(仲丁基)甘氨酸钾的水溶液的制备
将75.1克甘氨酸溶解于450毫升水中,通过加入3.3克85重量%的氢氧化钾,将上述溶液的pH调节至8.5的值。加入108.2克2-丁酮和7.5克5重量%的活性碳负载的钯(含水50重量%),注入氢气至5巴,在5巴恒定氢气压力下,在55℃下将混合物搅拌48小时。随后通过真空过滤除去催化剂。所得溶液的1H NMR谱表明甘氨酸的反应产物N-仲丁基甘氨酸与未反应的甘氨酸的摩尔比为50:1。在旋转蒸发器上将溶液浓缩至约200毫升。然后加入60克的85重量%氢氧化钾,用水补充混合物达到500克。
实施例3~17
CO2吸收容量的测定
为了确定CO2负载和CO2吸收,向热稳定容器中加入150克含有表1所示的氨基酸和氢氧化钾的比例的含水吸收介质,上述热稳定容器顶部安装有冷却至3℃的回流冷凝器。加热至40℃或100℃后,将14体积%CO2、80体积%氮气和6体积%氧气的气体混合物以59升/小时的速度经过容器底部的玻璃料通过上述吸收介质,并使用CO2分析仪通过IR吸收来测定离开回流冷凝器的CO2浓度。积分引入的气流中的CO2含量与排出的气流中的CO2含量之间的差,得到CO2吸收量,并计算吸收介质的平衡CO2负载。CO2吸收计算为在40℃和100℃下CO2吸收量之间的差。在40℃和100℃下以这种方式测定平衡负载,单位为mol CO2/kg吸收介质,并且以molCO2/kg吸收介质表示的CO2吸收列于表1中。
表1
*不根据本发明
表1(续)
*不根据本发明
Claims (21)
1.用于通过将气体混合物与吸收介质接触,从而从所述气体混合物吸收CO2的方法,其特征在于,所述吸收介质包含水和5~50重量%的式(I)的氨基酸盐
(I)R1R2CHNHCH2COOK
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子。
2.根据权利要求1所述的方法,其特征在于,所述吸收介质包含10~48重量%,优选为35~45重量%的式(I)的氨基酸盐。
3.根据权利要求1或2所述的方法,其特征在于,超过90重量%的式(I)的氨基酸盐是N-异丙基甘氨酸钾。
4.根据权利要求1~3中任一项所述的方法,其特征在于,所述吸收介质还包含碳酸钾或碳酸氢钾形式的钾离子,并且碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比在0.01~0.5的范围内。
5.根据权利要求1~4中任一项所述的方法,其特征在于,所述吸收介质包含至少40重量%的水。
6.根据权利要求1~5中任一项所述的方法,其特征在于,所述气体混合物是燃烧废气、天然气或生物气。
7.根据权利要求1至6中任一项所述的方法,其特征在于,通过升高温度和/或降低压力将吸收到吸收介质中的CO2解吸,并且解吸CO2后的吸收介质再次用于吸收CO2。
8.根据权利要求7所述的方法,其特征在于,所述吸收在0~80℃的温度范围内进行,所述解吸在50~200℃的较高温度范围内进行。
9.根据权利要求7或8所述的方法,其特征在于所述吸收在0.8~50巴范围内的压力下进行,所述解吸在0.01~10巴范围内的较低压力下进行。
10.根据权利要求7~9中任一项所述的方法,其特征在于,重复所述吸收和解吸步骤数次,所述吸收介质还包含碳酸钾或碳酸氢钾形式的钾离子,并且通过加入氢氧化钾、碳酸钾或碳酸氢钾,将碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比保持在0.01~0.5的范围内。
11.用于从气体混合物中吸收CO2的吸收介质,其包含水和5~50重量%的下式的氨基酸盐
(I)R1R2CHNHCH2COOK
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子。
12.根据权利要求11所述的吸收介质,其特征在于,其包含10~48重量%,优选为35~45重量%的式(I)的氨基酸盐。
13.权利要求11或12所述的吸收介质,其特征在于,超过90重量%的式(I)的氨基酸盐是N-异丙基甘氨酸钾。
14.根据权利要求11~13中任一项所述的吸收介质,其特征在于,其还包含碳酸钾或碳酸氢钾形式的钾离子,并且碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比在0.01~0.5的范围内。
15.根据权利要求11~14中任一项所述的吸收介质,其特征在于其包含多于40重量%的水。
16.制备根据权利要求11~15中任一项所述的吸收介质的方法,其包括以下步骤:
a)在固体氢化催化剂的存在下,在水溶液中用甘氨酸和氢气还原性胺化至少一种式(II)的酮,以形成N-烷基甘氨酸,
(II)R1R2C=O
其中R1和R2是正烷基基团,并且基团R1和R2一起具有2~4个碳原子,
b)从步骤a)得到的混合物中去除氢化催化剂,和
c)向步骤b)得到的无催化剂的混合物中加入氢氧化钾、碳酸钾或碳酸氢钾。
17.根据权利要求16所述的方法,其特征在于,式(II)的酮是丙酮。
18.根据权利要求16或17所述的方法,其特征在于,在步骤c)中加入氢氧化钾、碳酸钾或碳酸氢钾,直至氢氧化钾、碳酸钾或碳酸氢钾形式的钾离子与式(I)的氨基酸盐的摩尔比在0.01~0.5的范围内。
19.如权利要求16~18中任一项所述的方法,其特征在于,在步骤c)中加入氢氧化钾。
20.根据权利要求16~19中任一项所述的方法,其特征在于,在0~150℃的温度下和1-30巴的氢气分压下进行步骤a)。
21.根据权利要求16~20中任一项所述的方法,其特征在于,在加入氢气之前的还原性胺化步骤中,将甘氨酸和式R1R2C=O的酮的水溶液的pH调节到6-10的范围内的水平,优选8-9的范围内。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201611258889.9A CN106943845A (zh) | 2012-01-23 | 2012-11-28 | 用于从气体混合物中吸收co2的方法和吸收介质 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102012200907.8 | 2012-01-23 | ||
DE102012200907A DE102012200907A1 (de) | 2012-01-23 | 2012-01-23 | Verfahren und Absorptionsmedium zur Absorption von CO2 aus einer Gasmischung |
PCT/EP2012/073778 WO2013110374A1 (de) | 2012-01-23 | 2012-11-28 | Verfahren und absorptionsmedium zur absorption von co2 aus einer gasmischung |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201611258889.9A Division CN106943845A (zh) | 2012-01-23 | 2012-11-28 | 用于从气体混合物中吸收co2的方法和吸收介质 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN104093475A true CN104093475A (zh) | 2014-10-08 |
Family
ID=47227808
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201280067833.9A Pending CN104093475A (zh) | 2012-01-23 | 2012-11-28 | 用于从气体混合物中吸收co2的方法和吸收介质 |
CN201611258889.9A Pending CN106943845A (zh) | 2012-01-23 | 2012-11-28 | 用于从气体混合物中吸收co2的方法和吸收介质 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201611258889.9A Pending CN106943845A (zh) | 2012-01-23 | 2012-11-28 | 用于从气体混合物中吸收co2的方法和吸收介质 |
Country Status (10)
Country | Link |
---|---|
US (1) | US9878285B2 (zh) |
EP (1) | EP2806965B1 (zh) |
JP (2) | JP6195845B2 (zh) |
CN (2) | CN104093475A (zh) |
AU (1) | AU2012367110B2 (zh) |
BR (1) | BR112014017856B1 (zh) |
DE (1) | DE102012200907A1 (zh) |
MY (1) | MY188201A (zh) |
WO (1) | WO2013110374A1 (zh) |
ZA (1) | ZA201405412B (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104645780A (zh) * | 2015-02-04 | 2015-05-27 | 中国华能集团清洁能源技术研究院有限公司 | 一种捕集二氧化碳的变温浓缩吸收剂及其使用方法 |
CN106628549A (zh) * | 2017-03-15 | 2017-05-10 | 黑龙江八农垦大学 | 多功能二氧化碳吸收袋及其应用 |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2012339061B2 (en) | 2011-11-14 | 2016-10-13 | Evonik Degussa Gmbh | Method and device for the separation of acidic gases from a gas mixture |
DE102012200907A1 (de) * | 2012-01-23 | 2013-07-25 | Evonik Industries Ag | Verfahren und Absorptionsmedium zur Absorption von CO2 aus einer Gasmischung |
DE102012207509A1 (de) | 2012-05-07 | 2013-11-07 | Evonik Degussa Gmbh | Verfahren zur Absorption von CO2 aus einer Gasmischung |
DE102015212749A1 (de) | 2015-07-08 | 2017-01-12 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
WO2017066454A2 (en) | 2015-10-14 | 2017-04-20 | X-Therma, Inc. | Compositions and methods for reducing ice crystal formation |
US10583388B2 (en) * | 2016-06-03 | 2020-03-10 | West Virginia University | Amino acids react with carbon dioxide (CO2) and form nanofibers and nanoflowers |
DE102016210478A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
DE102016210481B3 (de) | 2016-06-14 | 2017-06-08 | Evonik Degussa Gmbh | Verfahren zum Reinigen einer ionischen Flüssigkeit |
EP3257568B1 (de) | 2016-06-14 | 2019-09-18 | Evonik Degussa GmbH | Verfahren zur entfeuchtung von feuchten gasgemischen mit ionischen flüssigkeiten |
DE102016210484A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
DE102016210483A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren und Absorptionsmittel zur Entfeuchtung von feuchten Gasgemischen |
EP3257843A1 (en) | 2016-06-14 | 2017-12-20 | Evonik Degussa GmbH | Method of preparing a high purity imidazolium salt |
WO2020114576A1 (en) | 2018-12-04 | 2020-06-11 | Evonik Operations Gmbh | Process for dehumidifying moist gas mixtures |
CN109701362A (zh) * | 2019-02-28 | 2019-05-03 | 华能国际电力股份有限公司 | 一种用于二氧化碳捕集的液-固相变吸收剂及其应用 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1306853A (en) * | 1970-05-13 | 1973-02-14 | Ici Ltd | Process for separating and recovering acid gases from gaseous mixtures |
EP0079767A2 (en) * | 1981-11-13 | 1983-05-25 | Exxon Research And Engineering Company | Amino acids and a process for preparing same |
CN101190397A (zh) * | 2006-11-29 | 2008-06-04 | 韩国电力公社 | 用于分离二氧化碳的吸收剂 |
EP2311545A1 (en) * | 2009-10-15 | 2011-04-20 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Method for absorption of acid gases |
CN102245278A (zh) * | 2008-10-13 | 2011-11-16 | 西门子公司 | 吸收剂、吸收剂的制备方法和吸收剂的用途 |
Family Cites Families (185)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE400488C (de) | 1922-10-24 | 1924-08-11 | Hans Hylander | Absorptionskaeltemaschine |
FR670497A (fr) | 1928-06-19 | 1929-11-29 | Installation thermique pour véhicules, machines volantes, bateaux et autres embarcations marines | |
US1882258A (en) | 1930-09-10 | 1932-10-11 | Randel Bo Folke | Means and method of refrigeration |
DE633146C (de) | 1933-06-01 | 1936-07-20 | Sachsenberg Akt Ges Geb | Absorptionsapparat |
DE737031C (de) | 1940-03-30 | 1943-07-06 | Koppers Gmbh Heinrich | Verfahren zur nassen Gasreinigung |
US2516625A (en) | 1946-12-02 | 1950-07-25 | Shell Dev | Derivatives of dihydropyridine |
US2601673A (en) | 1951-04-09 | 1952-06-24 | Shell Dev | Shortstopping the addition polymerization of unsaturated organic compounds |
US2802344A (en) | 1953-07-08 | 1957-08-13 | Eureka Williams Corp | Electrodialysis of solutions in absorption refrigeration |
US3137654A (en) | 1961-03-28 | 1964-06-16 | Wayne W Johnson | Stabilization of aqueous alkanolamine solutions in gas treating processes |
US3276217A (en) | 1965-11-09 | 1966-10-04 | Carrier Corp | Maintaining the effectiveness of an additive in absorption refrigeration systems |
US4524587A (en) | 1967-01-10 | 1985-06-25 | Kantor Frederick W | Rotary thermodynamic apparatus and method |
US3609087A (en) | 1968-02-01 | 1971-09-28 | American Gas Ass Inc The | Secondary alcohol additives for lithium bromide-water absorption refrigeration system |
US3580759A (en) | 1968-06-25 | 1971-05-25 | Borg Warner | Heat transfer additives for absorbent solutions |
GB1491625A (en) | 1974-03-18 | 1977-11-09 | Inoue Japax Res | Electric power generation |
IT1024575B (it) * | 1974-05-28 | 1978-07-20 | Giammarco G | Procedimento migliorato per l assor bimento di c02 e. o h2s mediante so luzione di carbonato alcalino addizionato di glicina a altri aminoaci di |
AU506199B2 (en) | 1975-06-26 | 1979-12-20 | Exxon Research And Engineering Company | Absorbtion of co2 from gaseous feeds |
SE409054B (sv) | 1975-12-30 | 1979-07-23 | Munters Ab Carl | Anordning vid vermepump i vilken ett arbetsmedium vid en sluten process cirkulerar i en krets under olika tryck och temperatur |
US4022785A (en) | 1976-01-08 | 1977-05-10 | Petrolite Corporation | Substituted pyridines and dihydropyridines |
US4201721A (en) | 1976-10-12 | 1980-05-06 | General Electric Company | Catalytic aromatic carbonate process |
US4094957A (en) | 1976-12-14 | 1978-06-13 | Exxon Research & Engineering Co. | Process for removing acid gases with hindered amines and amino acids |
US4152900A (en) | 1978-04-04 | 1979-05-08 | Kramer Trenton Co. | Refrigeration cooling unit with non-uniform heat input for defrost |
GB2047681A (en) | 1979-04-30 | 1980-12-03 | Argus Chem | Preparation of 2,2,6,6- tetramethyl-4-oxopiperidine |
US4251494A (en) | 1979-12-21 | 1981-02-17 | Exxon Research & Engineering Co. | Process for removing acidic compounds from gaseous mixtures using a two liquid phase scrubbing solution |
DE3003843A1 (de) | 1980-02-02 | 1981-08-13 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von 4-amino-2,2,6,6-tetramethylpiperidin |
AU7424681A (en) | 1980-09-10 | 1982-03-18 | B.F. Goodrich Company, The | Piperidine derivatives as u.v. stabilisers |
US4404579A (en) | 1980-10-28 | 1983-09-13 | Inc. Motorola | Semiconductor device having reduced capacitance and method of fabrication thereof |
JPS57191407A (en) | 1981-05-20 | 1982-11-25 | Hitachi Ltd | Rankine cycle system |
US4405579A (en) | 1981-11-13 | 1983-09-20 | Exxon Research And Engineering Co. | Sterically hindered amino acids and tertiary amino acids as promoters in acid gas scrubbing processes |
US4405586A (en) * | 1981-11-13 | 1983-09-20 | Exxon Research And Engineering Co. | N-Secondary butyl glycine promoted acid gas scrubbing process |
US4525294A (en) * | 1981-11-13 | 1985-06-25 | Exxon Research And Engineering Co. | Amino acid mixtures, their alkali metal salts and process for preparing same |
US4360363A (en) | 1982-02-16 | 1982-11-23 | Combustion Engineering, Inc. | Physical solvent for gas sweetening |
US4489563A (en) | 1982-08-06 | 1984-12-25 | Kalina Alexander Ifaevich | Generation of energy |
US4466915A (en) | 1982-09-29 | 1984-08-21 | The B. F. Goodrich Company | Non-catalytic ketoform syntheses |
NL8403517A (nl) | 1984-11-19 | 1986-06-16 | Rendamax Ag | Absorptie-resorptie warmtepomp. |
JPS61129019A (ja) | 1984-11-26 | 1986-06-17 | Hitachi Ltd | 吸収式温度回生器 |
HUT41715A (en) | 1984-12-28 | 1987-05-28 | Monsanto Co | Process for preparing n-substituted alpha-aminoacids and derivatives thereof |
EP0193327A1 (en) | 1985-02-19 | 1986-09-03 | The Dow Chemical Company | Low viscosity gas dehydrating agents and gas sweetening agents |
US4605743A (en) | 1985-04-16 | 1986-08-12 | Uniroyal Chemical Company, Inc. | Process for the production of 2,2,6,6-tetraalkyl-4-piperidylamines |
JPS6273055A (ja) | 1985-09-25 | 1987-04-03 | 日本鋼管株式会社 | 吸収式ヒ−トポンプ |
US4701530A (en) | 1985-11-12 | 1987-10-20 | The Dow Chemical Company | Two-stage process for making trimethyl pyridine |
US5186010A (en) | 1985-11-18 | 1993-02-16 | Darrel H. Williams | Absorbent-refrigerant solution |
US5016445A (en) | 1986-07-07 | 1991-05-21 | Darrell H. Williams | Absorption apparatus, method for producing a refrigerant effect, and an absorbent-refrigerant solution |
US4714597A (en) | 1986-06-26 | 1987-12-22 | Hylsa, S.A. | Corrosion inhibitor for CO2 absorption process using alkanolamines |
DE3623680A1 (de) | 1986-07-12 | 1988-01-14 | Univ Essen | Stoffsysteme fuer sorptionsprozesse |
US5186009A (en) | 1987-04-14 | 1993-02-16 | Gas Research Institute | Aqueous absorption fluids |
US5126189A (en) | 1987-04-21 | 1992-06-30 | Gelman Sciences, Inc. | Hydrophobic microporous membrane |
IT1222394B (it) | 1987-07-30 | 1990-09-05 | Ciba Geigy Spa | Processo per la preparazione di 2,2,6,6 tetrametil 4 piperidilammine |
EP0303569A3 (de) | 1987-08-12 | 1990-06-13 | Ciba-Geigy Ag | 1,4-Oxathianone und 1,4-Oxathiepanone und deren Verwendung als Additive für funktionelle Flüssigkeiten |
DD266799A1 (de) | 1987-10-20 | 1989-04-12 | Leuna Werke Veb | Verfahren zur isolierung von hochreinem 4-amino-2,2,6,6-tetramethylpiperidin |
JPH07111287B2 (ja) | 1987-11-18 | 1995-11-29 | 日立電線株式会社 | 吸収器用伝熱管 |
JPH02298767A (ja) | 1989-05-12 | 1990-12-11 | Nissin Electric Co Ltd | 吸収冷凍装置 |
JP2959141B2 (ja) | 1991-02-22 | 1999-10-06 | ダイキン工業株式会社 | 吸収式冷凍装置 |
US5390509A (en) | 1991-11-27 | 1995-02-21 | Rocky Research | Triple effect absorption cycle apparatus |
JPH0784965B2 (ja) | 1991-12-24 | 1995-09-13 | 誠之 渡辺 | 太陽熱冷却装置 |
DE69306829T3 (de) | 1992-02-27 | 2006-08-31 | The Kansai Electric Power Co., Inc. | Verfahren zur Entfernung von Kohlendioxid aus Verbrennungsabgasen |
CN1055872C (zh) | 1992-03-14 | 2000-08-30 | 南京化学工业(集团)公司研究院 | 复合活化剂脱除混合气体中的二氧化碳 |
US5255534A (en) | 1992-06-25 | 1993-10-26 | Gas Research Institute | System and process for operating and absorption cycle around a crystallization curve of the solution |
US5303565A (en) | 1993-03-11 | 1994-04-19 | Conserve Resources, Inc. | Rotary absorption heat pump of improved performance |
JP3236402B2 (ja) | 1993-04-22 | 2001-12-10 | 大阪瓦斯株式会社 | 吸収式冷凍機 |
JPH07167521A (ja) | 1993-12-15 | 1995-07-04 | Asahi Glass Co Ltd | 吸収式冷凍装置 |
DE19511709A1 (de) | 1995-03-30 | 1996-10-02 | Klement Arne | Verfahren zur Erzeugung von Kälte und Wärme mit Hilfe einer durch Pervaporation angetriebenen Sorptionskältemaschine |
DE29516319U1 (de) | 1995-10-14 | 1996-02-01 | ABSOTECH Energiesparsysteme GmbH & Co. KG, 83646 Bad Tölz | Absorptionswärmetransformationsanlage mit Zusatzkomponenten zur Steigerung der Nutzleistung bzw. Erweiterung der Grenzen für die Antriebs-, Nutz- oder Kühltemperaturen |
RU2101625C1 (ru) | 1995-10-24 | 1998-01-10 | Марат Шавкатович Гадельшин | Абсорбционный холодильник |
RU2122642C1 (ru) | 1996-05-28 | 1998-11-27 | Акционерное общество открытого типа "Энергетический научно-исследовательский институт им.Г.М.Кржижановского" | Электростанция с комбинированным паросиловым циклом |
US6331289B1 (en) | 1996-10-28 | 2001-12-18 | Nycomed Imaging As | Targeted diagnostic/therapeutic agents having more than one different vectors |
RU2183003C2 (ru) | 1997-01-08 | 2002-05-27 | Дзе Бок Груп ПЛС | Охладитель для охлаждения жидкости в сосуде для хранения жидкости и сосуд для хранения жидкости |
US6117963A (en) | 1997-03-26 | 2000-09-12 | Th Goldschmidt Ag | Tetrahydrofuran-containing silicone polyethers |
US5873260A (en) | 1997-04-02 | 1999-02-23 | Linhardt; Hans D. | Refrigeration apparatus and method |
TW538055B (en) | 1997-04-14 | 2003-06-21 | Nippon Catalytic Chem Ind | Pressure-resistant absorbent resin, disposable diaper using the resin and absorbent resin, and method for production thereof |
RU2191621C2 (ru) | 1998-04-06 | 2002-10-27 | Ниппон Ниюказаи Ко., Лтд. | Способ регенерации жидкости, абсорбирующей кислый газ, содержащей метилдиэтаноламин и производное пиперазина низших алкилов |
DE19850624A1 (de) | 1998-11-03 | 2000-05-04 | Basf Ag | Verfahren zur Herstellung von Cyanessigsäureestern |
US6155057A (en) | 1999-03-01 | 2000-12-05 | Arizona Board Of Regents | Refrigerant fluid crystallization control and prevention |
WO2000061698A1 (en) | 1999-04-12 | 2000-10-19 | Arizona Board Of Regents | Two-phase refrigeration fluid for an absorption refrigeration apparatus and a method of preventing corrosion |
US6165433A (en) | 1999-06-10 | 2000-12-26 | Praxair Technology, Inc. | Carbon dioxide recovery with composite amine blends |
JP2001074322A (ja) | 1999-09-03 | 2001-03-23 | Daikin Ind Ltd | 冷凍装置 |
DE19949347A1 (de) | 1999-10-13 | 2001-04-19 | Basf Ag | Brennstoffzelle |
JP2001219164A (ja) | 2000-02-08 | 2001-08-14 | Toyobo Co Ltd | 純水製造器および純水製造装置 |
JP2002047258A (ja) | 2000-08-01 | 2002-02-12 | Showa Denko Kk | N−イソプロピルグリシンの製造方法 |
DE10040402A1 (de) | 2000-08-18 | 2002-02-28 | Degussa | Verfahren zur Herstellung von 2-Hydroxy-4-methylmercaptobuttersäure (MHA) |
BR0208176B1 (pt) | 2001-03-20 | 2011-09-20 | processo para separar lìquidos ou gases condensáveis no estado condensado. | |
DE10208822A1 (de) | 2002-03-01 | 2003-09-11 | Solvent Innovation Gmbh | Halogenfreie ionische Flüssigkeiten |
JP2004044945A (ja) | 2002-07-12 | 2004-02-12 | Daikin Ind Ltd | 吸収式冷凍装置の吸収促進剤 |
US7052582B2 (en) | 2002-07-23 | 2006-05-30 | Madkour Yousry E | Wave powered evaporation desalination system |
CA2598156C (en) | 2002-08-16 | 2011-02-08 | Cytec Canada Inc. | Phosphonium and imidazolium salts and methods of their preparation |
GB0306432D0 (en) | 2003-03-20 | 2003-04-23 | Bp Exploration Operating | Process |
DE10314203B4 (de) | 2003-03-28 | 2005-10-06 | Stockhausen Gmbh | Verfahren zur Abtrennung von (Meth)Acrylsäure aus einer (Meth)Acrylsäure-haltigen Zusammensetzung |
DE10316418A1 (de) | 2003-04-10 | 2004-10-21 | Basf Ag | Verwendung einer ionischen Flüssigkeit |
DE10324300B4 (de) | 2003-05-21 | 2006-06-14 | Thomas Dr. Weimer | Thermodynamische Maschine und Verfahren zur Aufnahme von Wärme |
DE10333546A1 (de) | 2003-07-23 | 2005-02-17 | Linde Ag | Verfahren zur Olefinabtrennung aus Spaltgasen von Olefinanlagen mittels ionischer Flüssigkeiten |
US20050129598A1 (en) | 2003-12-16 | 2005-06-16 | Chevron U.S.A. Inc. | CO2 removal from gas using ionic liquid absorbents |
DE102004002420A1 (de) | 2004-01-16 | 2005-08-11 | Basf Ag | Destillation von ionischen Flüssigkeiten |
US20050164082A1 (en) | 2004-01-27 | 2005-07-28 | Takashi Kishi | Nonaqueous electrolyte battery |
DE102004011427A1 (de) | 2004-03-09 | 2005-09-29 | Basf Ag | Absorptionsmittel mit verbesserter Oxidationsbeständigkeit und Verfahren zum Entsäuern von Fluidströmen |
DE102004021129A1 (de) | 2004-04-29 | 2005-11-24 | Degussa Ag | Verfahren zur Isolierung von hochreinem 2-Methoxypropen |
DE102004024967A1 (de) | 2004-05-21 | 2005-12-08 | Basf Ag | Neue Absorptionsmedien für Absorptionswärmepumpen, Absorptionskältemaschinen und Wärmetransformatoren |
US20050285078A1 (en) | 2004-06-29 | 2005-12-29 | Minor Barbara H | Refrigerant compositions comprising functionalized organic compounds and uses thereof |
DE102004053167A1 (de) | 2004-11-01 | 2006-05-04 | Degussa Ag | Polymere Absorptionsmittel für die Gasabsorption und Absorptionsprozess |
FR2877858B1 (fr) | 2004-11-12 | 2007-01-12 | Inst Francais Du Petrole | Procede de desacidification d'un gaz avec une solution absorbante a regeneration fractionnee |
US8715521B2 (en) | 2005-02-04 | 2014-05-06 | E I Du Pont De Nemours And Company | Absorption cycle utilizing ionic liquid as working fluid |
JP2006239516A (ja) | 2005-03-01 | 2006-09-14 | Shigeo Fujii | 揮発性有機溶剤の除去用吸収液組成物およびそれを用いる揮発性有機溶剤の除去方法 |
DE102005013030A1 (de) | 2005-03-22 | 2006-09-28 | Bayer Technology Services Gmbh | Verfahren zur destillativen Reinigung schwerflüchtiger Fluide |
JP2006282525A (ja) | 2005-03-31 | 2006-10-19 | Nisshinbo Ind Inc | 安息香酸誘導体をアニオンに有するイオン液体 |
DE102005028451B4 (de) | 2005-06-17 | 2017-02-16 | Evonik Degussa Gmbh | Verfahren zum Transport von Wärme |
PE20071048A1 (es) | 2005-12-12 | 2007-10-18 | Basf Ag | Proceso para la recuperacion de dioxido de carbono |
US8506839B2 (en) | 2005-12-14 | 2013-08-13 | E I Du Pont De Nemours And Company | Absorption cycle utilizing ionic liquids and water as working fluids |
FR2895273B1 (fr) | 2005-12-22 | 2008-08-08 | Inst Francais Du Petrole | Procede de desacidification d'un gaz avec une solution absorbante a regeneration fractionnee avec controle de la teneur en eau de la solution |
WO2007099041A1 (de) | 2006-02-28 | 2007-09-07 | Evonik Degussa Gmbh | Arbeitsmedien für kälteprozesse |
FR2898284B1 (fr) | 2006-03-10 | 2009-06-05 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par solution absorbante avec regeneration fractionnee par chauffage. |
EP1998962A1 (de) | 2006-03-20 | 2008-12-10 | Basf Se | Nanopartikuläre metallboridzusammensetzung und deren verwendung zum kennzeichnen von kunststoffteilen |
FR2900841B1 (fr) | 2006-05-10 | 2008-07-04 | Inst Francais Du Petrole | Procede de desacidification avec extraction des composes reactifs |
FR2900842B1 (fr) | 2006-05-10 | 2009-01-23 | Inst Francais Du Petrole | Procede de desacidification d'un effluent gazeux avec extraction des produits a regenerer |
FR2900843B1 (fr) | 2006-05-10 | 2008-07-04 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par multiamines partiellement neutralisees |
DE102006031952A1 (de) | 2006-07-11 | 2008-01-17 | Goldschmidt Gmbh | Verwendung von ionischen Flüssigkeiten oder Lösungen aus Metallsalzen in ionischen Flüssigkeiten als Antistatika für Kunststoffe |
DE102006036228A1 (de) | 2006-08-03 | 2008-02-07 | Universität Dortmund | Verfahren zum Abtrennen von CO2 aus Gasgemischen |
DE102007058320A1 (de) | 2006-12-23 | 2008-06-26 | Evonik Degussa Gmbh | Membranen zur Trennung von Gasen |
DE102007034353A1 (de) | 2007-07-24 | 2009-01-29 | Evonik Goldschmidt Gmbh | Verwendung von ionischen Flüssigkeiten für die spanlose Umformung von metallischen Werkstücken |
EP2022840A3 (de) | 2007-08-03 | 2009-11-25 | Evonik Goldschmidt GmbH | Verwendung von ionischen Flüssigkeiten für die Schmierung von Bauteilen in Windkraftanlagen |
DE102007041416A1 (de) | 2007-08-31 | 2009-03-05 | Basf Se | Destillation ionischer Flüssigkeiten |
US20090139232A1 (en) | 2007-12-03 | 2009-06-04 | Collis Matthew P | Ambient Temperature Energy Generating System |
US9096540B2 (en) | 2007-12-12 | 2015-08-04 | Basf Se | Method for the production of disubstituted imidazolium salts |
DE102007063149A1 (de) | 2007-12-29 | 2009-07-02 | Evonik Goldschmidt Gmbh | Neuartige Imidazolinium-Salze mit niedrigem Schmelzpunkt, Verfahren zu deren Herstellung und deren Verwendung als Schmiermittel |
EP2087931A3 (de) | 2008-02-05 | 2011-08-31 | Evonik Goldschmidt GmbH | Entschäumung von ionischen Flüssigkeiten |
EP2088389B1 (de) | 2008-02-05 | 2017-05-10 | Evonik Degussa GmbH | Absorptionskältemaschine |
EP2093278A1 (de) | 2008-02-05 | 2009-08-26 | Evonik Goldschmidt GmbH | Performance-Additive zur Verbesserung der Benetzungseigenschaften von ionischen Flüssigkeiten auf festen Oberflächen |
EP2087930A1 (de) | 2008-02-05 | 2009-08-12 | Evonik Degussa GmbH | Verfahren zur Absorption eines flüchtigen Stoffes in einem flüssigen Absorptionsmittel |
WO2009133059A2 (en) | 2008-05-02 | 2009-11-05 | Evonik Degussa Gmbh | Nanofiber matrices formed from electrospun hyperbranched polymers |
EP2300127B1 (de) | 2008-06-23 | 2015-04-01 | Basf Se | Absorptionsmittel und verfahren zur entfernung von sauergasen aus fluidströmen, insbesondere aus rauchgasen |
CA2727057C (en) | 2008-06-23 | 2017-01-17 | Basf Se | Acid gas absorption medium comprising oligoamine and piperazine |
DE102008040193A1 (de) | 2008-07-04 | 2010-01-07 | Evonik Röhm Gmbh | Verfahren zur Herstellung freier Carbonsäuren |
DE102008040415A1 (de) | 2008-07-15 | 2010-01-21 | Evonik Röhm Gmbh | Thermisches Salzspalten von Ammoniumcarboxylaten |
DE102008040486A1 (de) | 2008-07-17 | 2010-01-21 | Evonik Goldschmidt Gmbh | Verwendung von ionischen Flüssigkeiten als Zusatzstoff für Reinigungsverfahren in verflüssigtem und/oder überkritischem Gas |
FR2934172B1 (fr) | 2008-07-28 | 2011-10-28 | Inst Francais Du Petrole | Solution absorbante a base de n,n,n'n'-tetramethylhexane -1,6-diamine et procede d'elimination de composes acides d'un effluent gazeux |
FR2936165B1 (fr) | 2008-09-23 | 2011-04-08 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par solution absorbante avec controle de la demixtion |
US7998714B2 (en) | 2008-09-29 | 2011-08-16 | Akermin, Inc. | Process for accelerated capture of carbon dioxide |
FR2938452B1 (fr) | 2008-11-20 | 2012-02-03 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par solution absorbante avec demixtion en cours de regeneration |
CN102292139B (zh) * | 2009-01-29 | 2014-09-03 | 巴斯夫欧洲公司 | 用于除去酸性气体的包含氨基酸和酸性促进剂的吸收剂 |
DE102009000543A1 (de) | 2009-02-02 | 2010-08-12 | Evonik Degussa Gmbh | Verfahren, Absorptionsmedien und Vorrichtung zur Absorption von CO2 aus Gasmischungen |
DE102009009580A1 (de) | 2009-02-19 | 2010-08-26 | Evonik Degussa Gmbh | Verfahren zur Herstellung freier Säuren aus ihren Salzen |
FR2942972B1 (fr) | 2009-03-10 | 2012-04-06 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par solution absorbante avec vaporisation et/ou purification d'une fraction de la solution absorbante regeneree. |
AU2010234813A1 (en) | 2009-03-31 | 2011-09-22 | E. I. Du Pont De Nemours And Company | Ionic compounds in lithium bromide/water absorption cycle systems |
PT2258460E (pt) | 2009-06-05 | 2012-05-18 | Evonik Degussa Gmbh | Processo, meio absorvente e dispositivo para a absorção de co2 de misturas gasosas |
CN102481513B (zh) | 2009-06-25 | 2015-11-25 | Vtu控股有限责任公司 | 用于气体吸着的离子液体和装置的使用方法 |
FR2948679B1 (fr) | 2009-07-28 | 2011-08-19 | Arkema France | Procede de transfert de chaleur |
DE102009047564A1 (de) | 2009-12-07 | 2011-06-09 | Evonik Degussa Gmbh | Arbeitsmedium für eine Absorptionskältemaschine |
FR2953736B1 (fr) | 2009-12-16 | 2012-02-24 | Inst Francais Du Petrole | Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de triamines iii/ii/iii. |
FR2953735B1 (fr) | 2009-12-16 | 2013-03-29 | Inst Francais Du Petrole | Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de diamines i,ii/iii. |
US20120315366A1 (en) | 2009-12-23 | 2012-12-13 | Evonik Degussa Gmbh | Sweetener and method of production thereof |
DE102010004779A1 (de) | 2010-01-14 | 2011-07-21 | Heym, Florian, 95444 | Verfahren zur Trocknung von Gasen |
DE102010001070A1 (de) | 2010-01-21 | 2011-07-28 | Evonik Goldschmidt GmbH, 45127 | Verwendung von alkoxylierten Phosphatsäureestern als Verschleißschutzadditiv für den Einsatz in ionischen Flüssigkeiten als Schmierstoff |
US8318114B2 (en) | 2010-04-16 | 2012-11-27 | Nalco Company | Composition for treating acid gas |
EP2380941A1 (de) | 2010-04-20 | 2011-10-26 | Evonik Degussa GmbH | Absorptionswärmepumpe mit Sorptionsmittel umfassend ein Lithiumsalz und ein organisches Salz mit gleichem Anion |
EP2380940A1 (de) | 2010-04-20 | 2011-10-26 | Evonik Degussa GmbH | Absorptionswärmepumpe mit Sorptionsmittel umfassend Lithiumchlorid und ein organisches Chloridsalz |
CN102335545B (zh) | 2010-07-22 | 2013-11-06 | 中国科学院理化技术研究所 | 用于空气除湿的除湿剂、空气除湿的方法和装置 |
BR112013007941A2 (pt) | 2010-11-08 | 2016-06-14 | Evonik Degussa Gmbh | meio de trabalho para bombas de absorção de calor |
DE102011077377A1 (de) | 2010-11-12 | 2012-05-16 | Evonik Degussa Gmbh | Verfahren zur Absorption von sauren Gasen aus Gasmischungen |
WO2012110987A1 (en) | 2011-02-19 | 2012-08-23 | Devendra Purohit | Environmental energy conversion device |
DE102011100772A1 (de) | 2011-05-05 | 2012-11-08 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Isomaltulose aus Pflanzensäften |
EP2532412A1 (de) | 2011-06-10 | 2012-12-12 | Evonik Degussa GmbH | Absorptionsmedium und Verfahren zur Absorption eines sauren Gases aus einer Gasmischung |
EP2532413A1 (de) | 2011-06-10 | 2012-12-12 | Evonik Degussa GmbH | Verfahren zur Absorption von CO2 aus einer Gasmischung |
EP2532414A1 (de) | 2011-06-10 | 2012-12-12 | Evonik Degussa GmbH | Verfahren zur Absorption von CO2 aus einer Gasmischung |
JP2013051238A (ja) | 2011-08-30 | 2013-03-14 | Sanyo Chem Ind Ltd | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
DE102011083030A1 (de) | 2011-09-20 | 2013-03-21 | Evonik Degussa Gmbh | Mischungszusammensetzung und deren Verwendung als Süßungsmittel |
DE102011083976A1 (de) | 2011-10-04 | 2013-04-04 | Evonik Degussa Gmbh | Sorptionsmittel für Absorptionswärmepumpen |
DE102011083974A1 (de) | 2011-10-04 | 2013-04-04 | Evonik Degussa Gmbh | Arbeitsmedium für Absorptionswärmepumpen |
AU2012339061B2 (en) | 2011-11-14 | 2016-10-13 | Evonik Degussa Gmbh | Method and device for the separation of acidic gases from a gas mixture |
US8783035B2 (en) | 2011-11-15 | 2014-07-22 | Shell Oil Company | System and process for generation of electrical power |
DE102011055859A1 (de) | 2011-11-30 | 2013-06-06 | Universität Rostock | Schwefel-freie Übergangsmetall-Isocyanat-basierte ionische Flüssigkeiten |
DE102012200566A1 (de) | 2012-01-16 | 2013-07-18 | Evonik Degussa Gmbh | Verfahren zur Absorption von CO2 aus einer Gasmischung |
DE102012200907A1 (de) * | 2012-01-23 | 2013-07-25 | Evonik Industries Ag | Verfahren und Absorptionsmedium zur Absorption von CO2 aus einer Gasmischung |
DE102012202193A1 (de) | 2012-02-14 | 2013-08-14 | Evonik Degussa Gmbh | pH-eingestelltes Süßungsmittel |
EP2636715B1 (de) | 2012-03-08 | 2016-06-29 | Evonik Degussa GmbH | Arbeitsmedium für absorptionswärmepumpen |
DE102012207509A1 (de) | 2012-05-07 | 2013-11-07 | Evonik Degussa Gmbh | Verfahren zur Absorption von CO2 aus einer Gasmischung |
DE102012211323A1 (de) | 2012-06-29 | 2014-01-02 | Evonik Industries Ag | Härter für Epoxidharzsysteme und deren Verwendung |
EP2735820A1 (de) | 2012-11-21 | 2014-05-28 | Evonik Industries AG | Absorptionswärmepumpe und Sorptionsmittel für eine Absorptionswärmepumpe umfassend Methansulfonsäure |
DE102012222157A1 (de) | 2012-12-04 | 2014-06-05 | Evonik Industries Ag | Verfahren zur Absorption von CO2 aus einer Gasmischung |
DE102013010035A1 (de) | 2013-06-17 | 2014-12-18 | Evonik Degussa Gmbh | Absorptionsmedium und Verfahren zur Absorption von CO2 aus einer Gasmischung |
DE102013212805A1 (de) | 2013-07-01 | 2015-01-08 | Evonik Industries Ag | Verwendung von hoch effizienten Arbeitsmedien für Wärmekraftmaschinen |
KR102071269B1 (ko) | 2013-07-17 | 2020-01-30 | 엔티에이치 디그리 테크놀로지스 월드와이드 인코포레이티드 | 프린트된 산화은 배터리들 |
DE102013226613A1 (de) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Verarbeitungsfreundlicher Dianhydridhärter für Epoxidharzsysteme basierend auf 5,5'-Oxybis(isobenzofuran-1,3-dion) |
DE102013226601A1 (de) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Verarbeitungsfreundlicher Dianhydridhärter für Epoxidharzsysteme basierend auf 5,5'-Carbonylbis(isobenzofuran-1,3-dion) |
GB2528494B (en) | 2014-07-24 | 2018-01-03 | Worn Again Footwear And Accessories Ltd | Process for extracting polyester and dyes from fabric |
DE102014214670A1 (de) | 2014-07-25 | 2016-01-28 | Evonik Degussa Gmbh | Vereinfachtes Verfahren zur Synthese von Heterozyklen |
DE102014226441A1 (de) | 2014-12-18 | 2016-06-23 | Evonik Degussa Gmbh | Verfahren zum Reinigen einer ionischen Flüssigkeit und Verfahren zum Entfeuchten von Luft |
DE102015212749A1 (de) | 2015-07-08 | 2017-01-12 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
DE102016210481B3 (de) | 2016-06-14 | 2017-06-08 | Evonik Degussa Gmbh | Verfahren zum Reinigen einer ionischen Flüssigkeit |
-
2012
- 2012-01-23 DE DE102012200907A patent/DE102012200907A1/de not_active Withdrawn
- 2012-11-28 US US14/373,350 patent/US9878285B2/en active Active
- 2012-11-28 AU AU2012367110A patent/AU2012367110B2/en active Active
- 2012-11-28 EP EP12791485.1A patent/EP2806965B1/de active Active
- 2012-11-28 MY MYPI2014002155A patent/MY188201A/en unknown
- 2012-11-28 JP JP2014553642A patent/JP6195845B2/ja active Active
- 2012-11-28 CN CN201280067833.9A patent/CN104093475A/zh active Pending
- 2012-11-28 WO PCT/EP2012/073778 patent/WO2013110374A1/de active Application Filing
- 2012-11-28 BR BR112014017856-9A patent/BR112014017856B1/pt active IP Right Grant
- 2012-11-28 CN CN201611258889.9A patent/CN106943845A/zh active Pending
-
2014
- 2014-07-22 ZA ZA2014/05412A patent/ZA201405412B/en unknown
-
2017
- 2017-07-05 JP JP2017131980A patent/JP2017213563A/ja active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1306853A (en) * | 1970-05-13 | 1973-02-14 | Ici Ltd | Process for separating and recovering acid gases from gaseous mixtures |
EP0079767A2 (en) * | 1981-11-13 | 1983-05-25 | Exxon Research And Engineering Company | Amino acids and a process for preparing same |
CN101190397A (zh) * | 2006-11-29 | 2008-06-04 | 韩国电力公社 | 用于分离二氧化碳的吸收剂 |
CN102245278A (zh) * | 2008-10-13 | 2011-11-16 | 西门子公司 | 吸收剂、吸收剂的制备方法和吸收剂的用途 |
EP2311545A1 (en) * | 2009-10-15 | 2011-04-20 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Method for absorption of acid gases |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104645780A (zh) * | 2015-02-04 | 2015-05-27 | 中国华能集团清洁能源技术研究院有限公司 | 一种捕集二氧化碳的变温浓缩吸收剂及其使用方法 |
CN104645780B (zh) * | 2015-02-04 | 2016-06-08 | 中国华能集团清洁能源技术研究院有限公司 | 一种捕集二氧化碳的变温浓缩吸收剂及其使用方法 |
CN106628549A (zh) * | 2017-03-15 | 2017-05-10 | 黑龙江八农垦大学 | 多功能二氧化碳吸收袋及其应用 |
CN106628549B (zh) * | 2017-03-15 | 2018-08-21 | 黑龙江八一农垦大学 | 多功能二氧化碳吸收袋及其应用 |
Also Published As
Publication number | Publication date |
---|---|
BR112014017856B1 (pt) | 2021-02-02 |
EP2806965B1 (de) | 2020-01-08 |
CN106943845A (zh) | 2017-07-14 |
DE102012200907A1 (de) | 2013-07-25 |
US20140356268A1 (en) | 2014-12-04 |
EP2806965A1 (de) | 2014-12-03 |
BR112014017856A8 (pt) | 2017-07-11 |
WO2013110374A1 (de) | 2013-08-01 |
BR112014017856A2 (zh) | 2017-06-20 |
JP6195845B2 (ja) | 2017-09-13 |
US9878285B2 (en) | 2018-01-30 |
JP2017213563A (ja) | 2017-12-07 |
AU2012367110A1 (en) | 2014-07-31 |
MY188201A (en) | 2021-11-24 |
AU2012367110B2 (en) | 2016-11-03 |
ZA201405412B (en) | 2020-05-27 |
JP2015512764A (ja) | 2015-04-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN104093475A (zh) | 用于从气体混合物中吸收co2的方法和吸收介质 | |
CN104168979B (zh) | 从气体混合物中吸收co2的方法 | |
CN103635247B (zh) | 用于从气体混合物吸收酸性气体的吸收介质和方法 | |
CN112426865B (zh) | 用于捕获和释放酸性气体的*** | |
RU2534098C2 (ru) | Абсорбция со2 из газовых смесей водным раствором 4-амино-2,2,6,6-тетраметилпиперидина | |
DK2059327T3 (en) | REMOVAL OF CARBON Dioxide from combustion gases | |
JP5452222B2 (ja) | ガス中の二酸化炭素を効率的に回収する方法 | |
JP2012530597A (ja) | ストリッピング助剤を含有する吸収剤を用いる酸性ガスの除去 | |
JPS6313725B2 (zh) | ||
JPS6313724B2 (zh) | ||
WO2011121633A1 (ja) | 酸性ガス吸収剤、酸性ガス除去装置および酸性ガス除去方法 | |
CN105073226A (zh) | 用二胺的水溶液从气体混合物中吸收co2的方法 | |
CA2838927A1 (en) | Method for absorption of co2 from a gas mixture | |
US20140120016A1 (en) | Method for absorption of co2 from a gas mixture | |
EP2959956B1 (en) | Liquid for absorbing and recovering carbon dioxide in gas, and method for recovering carbon dioxide with use of same | |
KR20120067046A (ko) | 복수의 아민기를 갖는 아미노산 및 금속 수화물을 포함하는 이산화탄소 포집용 흡수제 | |
KR101210929B1 (ko) | 이산화탄소 흡수제 및 이를 이용하여 매립가스로부터 탄산바륨의 동시 생성을 통한 이산화탄소 제거 방법 | |
RU2541082C2 (ru) | Промывной раствор для мокрой очистки газов, содержащий амины в водном растворе аммиака и его применение | |
KR20130039987A (ko) | 반응증진제를 포함하는 이산화탄소 흡수제 | |
US20150197422A1 (en) | Method for processing a gas stream by absorption | |
EP4268935A1 (en) | Carbon dioxide absorbent comprising ionic liquid and alcohol solvent, and method for separating carbon dioxide using same | |
US8506840B2 (en) | Composition having ring structure and terminal amine groups, and use thereof as flue gas absorbent |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C41 | Transfer of patent application or patent right or utility model | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20160108 Address after: essen Applicant after: Evonik Degussa GmbH Address before: essen Applicant before: Evonik Industries AG |
|
RJ01 | Rejection of invention patent application after publication |
Application publication date: 20141008 |
|
RJ01 | Rejection of invention patent application after publication |